Hydrochloric Acid → HCID 59240648、化合物

HRID 42191

反応式

HRID 42191 の反応式
[CH3:1][O:2][C:3]([C@H:5]1[N:10]([C:11]2[N:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[C:14]([C:21]([O:23][CH3:24])=[O:22])=[CH:13][N:12]=2)[CH2:9][CH2:8][N:7]([C:25](OC(C)(C)C)=O)[CH2:6]1)=[O:4].Cl.[CH2:33]([C:40]1[C:49]2[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=2)C(Cl)=[N:42][N:41]=1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[CH2:51](N(CC)CC)C>C(OCC)C.C(Cl)Cl>[CH2:24]([O:23][C:21]([C:14]1[C:15]([C:17]([F:20])([F:19])[F:18])=[N:16][C:11]([N:10]2[CH2:9][CH2:8][N:7]([C:25]3[C:48]4[C:49](=[CH:44][CH:45]=[CH:46][CH:47]=4)[C:40]([CH2:33][C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)=[N:41][N:42]=3)[CH2:6][C@H:5]2[C:3]([O:2][CH3:1])=[O:4])=[N:12][CH:13]=1)=[O:22])[CH3:51]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 64045661-Benzyl-4-chlorophthalazineHCID 68707290(S)-4-(5-Methoxycarbonyl-4-trifluoromethyl-pyrimidin-2-yl)-piperazine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl-ester

生成物 1

HCID 59240648HCID 59240648、化合物収率 8%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

To a methylene chloride (0.02M) solution of (S)-4-(5-Methoxycarbonyl-4-trifluoromethyl-pyrimidin-2-yl)-piperazine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl-ester (69 mg, 0.153 mmol), is added 1N HCl (2 mmol), 2M in diethyl ether. Stir reaction mixture at room temperature for 18 h. Concentrate and dilute with dioxane (0.1 M), followed by addition of 1-benzyl-4-chloro-phthalazine (0.153 mmol) and triethylamine (0.459 mmol). Microwave reaction mixture for 30 min at 150° C. MS shows some starting material still present. Microwave for an additional 2.5 h at 150° C. Concentrate reaction mixture and purify by column chromatography 0-75% ethyl acetate/heptane gradient to afford the title compound. (8% yield)

後処理

  1. customreaction mixture at room temperature for 18 h
  2. concentrationConcentrate
  3. additiondilute with dioxane (0.1 M)
  4. customMicrowave reaction mixture for 30 min at 150° C
  5. concentrationConcentrate
  6. customreaction mixture
  7. custompurify by column chromatography 0-75% ethyl acetate/heptane gradient

出典と根拠

ORDレコード
ord-1fb9fdad713d49a7b704ceef49f7cac2
出典データセット
uspto-grants-2013_09
特許番号
US08536168B2

関連ノート

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